Diethyl fluoromalonate

Base Information

• Chemical Name: Diethyl fluoromalonate
• CAS No.: 685-88-1
• Molecular Formula: C7H11FO4
• Molecular Weight: 178.16
• Hs Code.: 29171900
• European Community (EC) Number: 211-684-7
• NSC Number: 521723
• UNII: 9RG5PXU326
• DSSTox Substance ID: DTXSID80218626
• Nikkaji Number: J205.996G
• Wikidata: Q72461939
• Mol file: 685-88-1.mol

Synonyms:Malonicacid, fluoro-, diethyl ester (6CI,7CI,8CI);Propanedioic acid, fluoro-, diethylester (9CI);Diethyl 2-fluoromalonate;

Chemical Property of Diethyl fluoromalonate

Chemical Property:

• Appearance/Colour: Clear colourless to pale yellow liquid
• Vapor Pressure: 36.1mmHg at 25°C
• Refractive Index: n20/D 1.407(lit.)
• Boiling Point: 222.3 °C at 760 mmHg
• PKA: 10.40±0.46(Predicted)
• Flash Point: 62.2 °C
• PSA: 52.60000
• Density: 1.136 g/cm³
• LogP: 0.45070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 178.06413699
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

Diethyl fluoromalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, T
• Hazard Codes: C,T
• Statements: 34
• Safety Statements: 26-36/37/39-45-25-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)OCC)F
• Uses: The kinetic parameters of diethyl fluoromalonate in hemolysates were used to study carboxylesterase activities in complex systems.

Technology Process of Diethyl fluoromalonate

There total 30 articles about Diethyl fluoromalonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.2%

Diethyl fluoroxaloacetate (392-58-5) → fluoromalonic acid diethyl ester (685-88-1)

Guidance literature:

at 500 ℃; under 18751.9 - 22502.3 Torr; Temperature; Pressure;

Reference yield: 94.0%

diethyl malonate (105-53-3) → fluoromalonic acid diethyl ester (685-88-1)

Guidance literature:

With copper nitrate hemi(pentahydrate); fluorine; In acetonitrile; at 0 - 5 ℃; for 2h; Time; Temperature; Concentration; Green chemistry;

DOI:10.1039/c5gc00402k

Reference yield: 94.0%

diethyl 2-chloromalonate (14064-10-9) → fluoromalonic acid diethyl ester (685-88-1)

Guidance literature:

With triethylamine tris(hydrogen fluoride); trimethylamine; at 80 - 110 ℃; for 17h;

DOI:10.1039/c5gc00402k

upstream raw materials:

diethyl 2-chloromalonate

Diethyl fluoroxaloacetate

diethyl acetylmalonate

Butyrylmalonsaeure-diethylester

Downstream raw materials:

5-fluorobarbituric acid

D,L-erythro,threo-4-fluoroglutamic acid

diethyl bromofluoromalonate

2-fluoro-2-benzyloxymethylmalonic acid diethyl ester

Refernces

• 1、 Liu, Yong-Liang,Wang, Xiao-Ping,Wei, Jie,Li, Ya. "PPh3-catalyzed β-selective addition of α-fluoro β-dicarbonyl compounds to allenoates". supporting information. . Retrieved 2021/12/02.
• 2、 -. "Preparation method for fluoromalonic acid diester". Paragraph 0052-0054. . Retrieved 2018/06/15.